Caught My Best Friend (part 4)
What do you do when your best friend since high school turns out to be a cross-dresser? Is your friendship strong enough to survive this? I hope you enjoy this work of fiction.
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"Bill," Ginnie said, "would you spend the night with me?"
"I would be delighted, dear." was my reply.
Since tomorrow was Saturday, we could sleep in and enjoy a leisurely day together. I wondered how things would be between Jim and I – the way things were going I might end up seeing more of Ginnie than Jim – something I thought I could easily warm up to.
Ginnie excused herself to get ready for bed. Shortly she emerged, wearing a pretty yellow nightie that was nearly transparent. Beneath it I could see she wore matching black bra and panties, and had no hair on her body at all. She looked wonderfully femme and I hoped that we would form a relationship that would last forever.
I had been with many other cross-dressers. Some I would meet in my travels, and our relationships would end when my assignment in that city ended. Some moved out of town, and occasionally there was a tragic end when a wife discovered her husband dressing. I had looked for suitable girls in my home town but without success.
There had been a few that turned out to be hairy men in dresses, which wasn't what I was looking for. I was always nice to them, but never had a second date. Others were sluts wanting to be dominated and some humiliated – that just wasn't for me. I had thought I would never find the right girl for me, when I discovered Ginnie – I hoped it would last.
I stood up and approached Ginnie. Taking her into my arms I held her closely and kissed her. There was no stiffness now, and she really immersed herself in the romance of the moment.
She led me to the bedroom and said, "I've put out a fresh toothbrush for you and a disposable razor for the morning. Tomorrow you might bring some of your toiletries over to keep here, since this won't be your only overnight."
That sounded promising indeed and I kissed her again, and reached under the nightie and to the back to unhook her bra. "May I?" I asked, and Ginnie nodded in agreement. I unhooked her bra and as the cups fell away from her they revealed a lovely pair of well formed breasts.
"They are too small," she said as I stared, "but someday I may get an enlargement."
"They look perfect!" I said, "how did you get those?"
"I've been taking herbal supplements," Ginnie explained, "they work slower than hormones, but have made a difference."
"I sure like the result!" I said, cupping a breast in my hand, enjoying the soft feel.
I brushed my teeth and came to bed. I wore no pajamas, so just wore my undershorts to bed.
"I'm going to shut the light off and remove my wig," Ginnie said, "I don't want you to see me without it."
"Ok, I know it makes you look nicer," I responded, "but do you really think I will freak out if I see you as Jim?"
"Bill, you don't know how I feel about this – please go with me on it for now," she insisted.
Turning out the light, soon Ginnie was snuggling with me in bed. We spooned together and I reached around her, cupping a breast in my hand, and drifted off to sleep.
The next morning I awoke alone in the bed. Looking around, I noted that Ginnie was in the bathroom, probably freshening up. Soon she emerged from the bathroom looking as lovely as ever and smiling broadly.
She pulled the blanket off me and grabbed my shorts and pulled them off.
"It's payback time!" she said.
"Payback?" I said, "for what?"
"For giving me such a wonderful time last night!" she replied.
Ginnie went to the nightstand and took a condom and a tube of lube from the drawer. She slipped her panties off and climbed onto the bed. She took my cock in her hand, and rubbed a little lube on my rigid member. She rolled the condom onto me, and added more lube to the tip. Next she climbed over me and straddled me, bringing herself down onto me. As I slipped into her it was the most incredible feeling I had ever experienced. Slowly she lowered herself until I felt her soft cheeks against my hips.
Soon she was riding me, moving up and down, driving me crazy. "This is called the cowgirl position," Ginnie said.
"I'll be glad to give my cowgirl a ride any time!" I declared.
As she continued to ride there was a beautiful look of pure joy on her pretty face. I watched her small breasts bounce up and down and reached to her nipples and gently squeezed. Her deep breath told me that she liked what I was doing, so I continued for awhile. Her clitty was now fully hard and bouncing up and down, so I turned my attention to it.
I felt the warmth of her erect clitty in my hand and gently stroked it. As she continued to ride I stroked in time with her bouncing, and soon she climaxed. I directed her stream of girl juice onto my belly.
"That was great!" Ginnie said, "thank you."
She leaned over and kissed me, and then sat straight up, my hard cock still deep within her. "But I need to take care of you now," she said.
She pulled the condom off me and took me into her mouth. In a few minutes she drained me and I closed my eyes, catching my breath. Ginnie went to the bathroom and brought out a warm wet washcloth and cleaned me off.
We got up and showered, exploring each other's bodies. If we had not both just climaxed we would have gone for another round, but I loved all that I saw and looked forward to enjoying her later.
–––––––––––––––––––– To be continued ...
Feel free to contact me with your comments or requests. –Bill (oral_guy_2000@yahoo.com)
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